I think many people get hung up on what to keep and what to toss. Or mainly, they don't want to toss and they just keep adding and then it gets to be ridiculous.
I make a habit of going through my closet at least twice a year sometimes as much as four times. I'm a purger in the closet so this is not difficult for me, in fact it's rewarding.
What to keep:
- Something you love. Like absolutely love. You want to rub your face on it kind of love. Anything less than wanting to do something embarrassing with an item in your closet must also stand up to the other criteria.
- Things you look good in. If it doesn't fit or its not flattering, why are you still giving it space in your house. It's not doing you any favors.
What to toss:
- Do you look good in it? If not, toss it. Seriously. If you don't love the way you look in it, GET.RID.OF.IT. Now.
- Does it require special care that you can't keep up with? Like dry cleaning, mending, or ironing? If you can't regularly take care of a piece as it needs, toss it. You also just made your to-do list a little bit shorter by not having to run to the dry cleaner or iron.
- Items that are worn too thin, ripped, or have a hole in it. I've had to toss many a worn out sun dress at the end of the season. It's sad, but the piece did it's part and now it's time to make room for new pieces. Congratulate yourself on (hopefully) getting your monies worth out of it.
- Items that you haven't worn in six months to a year. If you haven't worn it in a year, you aren't going to wear it. Make room for something that you will wear.
These are basic rules you can find many places and I'm sure you have even heard before. If you find yourself having a hard time with this process, call a friend or your mom to come and help you. It's tough work, but worth it in the end.